CA2426731A1 - Agent d'extraction a code isotopique instable vis-a-vis de l'acide et son utilisation dans l'analyse spectrometrique de masse quantitative de melanges de proteines - Google Patents

Agent d'extraction a code isotopique instable vis-a-vis de l'acide et son utilisation dans l'analyse spectrometrique de masse quantitative de melanges de proteines Download PDF

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Publication number
CA2426731A1
CA2426731A1 CA002426731A CA2426731A CA2426731A1 CA 2426731 A1 CA2426731 A1 CA 2426731A1 CA 002426731 A CA002426731 A CA 002426731A CA 2426731 A CA2426731 A CA 2426731A CA 2426731 A1 CA2426731 A1 CA 2426731A1
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Prior art keywords
peptides
reagent
polymer
cysteine
sample
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Abandoned
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CA002426731A
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Inventor
Yongchang Qiu
Jack H. Wang
Rodney M. Hewick
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Genetics Institute LLC
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    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/68—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving proteins, peptides or amino acids
    • G01N33/6803—General methods of protein analysis not limited to specific proteins or families of proteins
    • G01N33/6848—Methods of protein analysis involving mass spectrometry
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/531—Production of immunochemical test materials
    • G01N33/532—Production of labelled immunochemicals
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/58—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/68—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving proteins, peptides or amino acids
    • G01N33/6803—General methods of protein analysis not limited to specific proteins or families of proteins
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02—Column chromatography
    • G01N30/26—Conditioning of the fluid carrier; Flow patterns
    • G01N30/38—Flow patterns
    • G01N30/46—Flow patterns using more than one column
    • G01N30/461—Flow patterns using more than one column with serial coupling of separation columns
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02—Column chromatography
    • G01N30/26—Conditioning of the fluid carrier; Flow patterns
    • G01N30/38—Flow patterns
    • G01N30/46—Flow patterns using more than one column
    • G01N30/461—Flow patterns using more than one column with serial coupling of separation columns
    • G01N30/463—Flow patterns using more than one column with serial coupling of separation columns for multidimensional chromatography
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02—Column chromatography
    • G01N30/26—Conditioning of the fluid carrier; Flow patterns
    • G01N30/38—Flow patterns
    • G01N30/46—Flow patterns using more than one column
    • G01N30/468—Flow patterns using more than one column involving switching between different column configurations
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02—Column chromatography
    • G01N30/62—Detectors specially adapted therefor
    • G01N30/72—Mass spectrometers
    • G01N30/7233—Mass spectrometers interfaced to liquid or supercritical fluid chromatograph
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00—Chemistry: analytical and immunological testing
    • Y10T436/10—Composition for standardization, calibration, simulation, stabilization, preparation or preservation; processes of use in preparation for chemical testing
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00—Chemistry: analytical and immunological testing
    • Y10T436/10—Composition for standardization, calibration, simulation, stabilization, preparation or preservation; processes of use in preparation for chemical testing
    • Y10T436/105831—Protein or peptide standard or control [e.g., hemoglobin, etc.]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00—Chemistry: analytical and immunological testing
    • Y10T436/13—Tracers or tags
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00—Chemistry: analytical and immunological testing
    • Y10T436/24—Nuclear magnetic resonance, electron spin resonance or other spin effects or mass spectrometry
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00—Chemistry: analytical and immunological testing
    • Y10T436/25—Chemistry: analytical and immunological testing including sample preparation
    • Y10T436/25125—Digestion or removing interfering materials

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Molecular Biology (AREA)
  • Immunology (AREA)
  • Biomedical Technology (AREA)
  • Urology & Nephrology (AREA)
  • Hematology (AREA)
  • Physics & Mathematics (AREA)
  • Biochemistry (AREA)
  • Analytical Chemistry (AREA)
  • Cell Biology (AREA)
  • Pathology (AREA)
  • General Physics & Mathematics (AREA)
  • Microbiology (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Food Science & Technology (AREA)
  • Medicinal Chemistry (AREA)
  • Bioinformatics & Computational Biology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Organic Chemistry (AREA)
  • Biophysics (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Other Investigation Or Analysis Of Materials By Electrical Means (AREA)
  • Investigating Or Analysing Biological Materials (AREA)
  • Sampling And Sample Adjustment (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Peptides Or Proteins (AREA)

Abstract

La présente invention concerne de nouveaux composés, désignés agents d'extraction à code isotopique instable vis-à-vis de l'acide (ALICE) destinés à l'analyse spectrométrique de masse quantitative des mélanges de protéines. Les composés comprennent un groupe réactif au thiol utilisé pour la capture des peptides contenant de la cystéine à partir de mélanges de peptides, un lieur instable à l'acide, et un polymère non biologique. Un des deux lieurs instables à l'acide est isotopiquement marqué et permet donc la quantification directe des peptides/protéines par l'analyse spectrométrique de masse. Etant donné qu'il n'est pas nécessaire d'utiliser des protéines fonctionnelles pour la capture des peptides, on peut utiliser un pourcentage supérieur de solvant pour la solubilisation des peptides, notamment des peptides hydrophobes, grâce à des étapes de liaison, de lavage et d'élution, permettant ainsi une bien meilleure récupération des peptides. Par ailleurs, étant donné que les peptides sont liés par covalence au polymère non-biologique (ALICE), on peut effectuer un lavage plus rigoureux afin d'enlever complètement les espèces qui ne sont pas liées de manière spécifique. Enfin, on peut aisément effectuer l'élution des peptides capturés par ALICE à partir du support polymérique dans des conditions d'acidité moyenne avec un rendement élevé et ceci permet une analyse spectrométrique de masse directe en aval sans qu'une manipulation additionnelle d'échantillons ne soit nécessaire. En combinaison avec le nouveau concept de chromatographie liquide-spectrométrie de masse (2D-LC-MS/MS) bidimensionnelle à deux colonnes, le procédé ALICE constitue une approche globale à l'analyse spectrométrique de masse quantitative de mélanges de protéines présentant une meilleure dynamique de mesure et une meilleure sensibilité.
CA002426731A 2000-10-23 2001-10-22 Agent d'extraction a code isotopique instable vis-a-vis de l'acide et son utilisation dans l'analyse spectrometrique de masse quantitative de melanges de proteines Abandoned CA2426731A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US24264300P 2000-10-23 2000-10-23
US60/242,643 2000-10-23
PCT/US2001/050745 WO2002048717A2 (fr) 2000-10-23 2001-10-22 Agent d'extraction a code isotopique instable vis-a-vis de l'acide et son utilisation dans l'analyse spectrometrique de masse quantitative de melanges de proteines

Publications (1)

Publication Number Publication Date
CA2426731A1 true CA2426731A1 (fr) 2002-06-20

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CA002426731A Abandoned CA2426731A1 (fr) 2000-10-23 2001-10-22 Agent d'extraction a code isotopique instable vis-a-vis de l'acide et son utilisation dans l'analyse spectrometrique de masse quantitative de melanges de proteines

Country Status (8)

Country Link
US (2) US6902936B2 (fr)
EP (1) EP1330654B1 (fr)
JP (1) JP2004531694A (fr)
AT (1) ATE320007T1 (fr)
AU (2) AU4338502A (fr)
CA (1) CA2426731A1 (fr)
DE (1) DE60117849T2 (fr)
WO (1) WO2002048717A2 (fr)

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JP6296533B2 (ja) * 2013-09-03 2018-03-20 株式会社 資生堂 システイン及びシスチンの定量方法
CN103743851B (zh) * 2014-02-14 2015-06-17 中国农业科学院油料作物研究所 一种食用油中甘油三酯的单柱二维液相色谱-质谱分析方法及其应用
CA2961493C (fr) 2014-09-15 2023-10-03 Board Of Regents, The University Of Texas System Sequencage ameliore des peptides d'une seule molecule
CN107179378B (zh) * 2016-03-11 2018-08-21 中国科学院大连化学物理研究所 一种同时分离代谢组和脂质组组份的液相色谱分析方法及其应用
CN106841404B (zh) * 2017-01-25 2019-11-05 苏州大学 一种高温全二维液相色谱装置及其使用方法
US20210311069A1 (en) * 2018-08-21 2021-10-07 The Board Of Trustees Of The Leland Stanford Junior University Isotopically-encoded nanoparticles for multimodal high-order multiplexed detection and imaging
CN113376286B (zh) * 2021-05-14 2022-03-04 谱天（天津）生物科技有限公司 一种评估提取纯化方法亲疏水偏好性的方法
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CA2426731A1 (fr) * 2000-10-23 2002-06-20 Genetics Institute, Llc. Agent d'extraction a code isotopique instable vis-a-vis de l'acide et son utilisation dans l'analyse spectrometrique de masse quantitative de melanges de proteines

Also Published As

Publication number Publication date
ATE320007T1 (de) 2006-03-15
DE60117849T2 (de) 2006-09-21
EP1330654B1 (fr) 2006-03-08
US6902936B2 (en) 2005-06-07
JP2004531694A (ja) 2004-10-14
AU2002243385B2 (en) 2007-07-05
AU4338502A (en) 2002-06-24
EP1330654A2 (fr) 2003-07-30
WO2002048717A3 (fr) 2003-05-01
AU2002243385C1 (en) 2008-07-24
DE60117849D1 (de) 2006-05-04
US7122377B2 (en) 2006-10-17
WO2002048717A2 (fr) 2002-06-20
US20020164809A1 (en) 2002-11-07
US20050014278A1 (en) 2005-01-20

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